Chiral Arenethiolatocopper(I) Catalyzed Substitution Reactions of Acyclic Allylic Substrates with Grignard Reagents.

Article abstract of DOI:10.1016/0040-4039(95)00426-D

Asymmetric induction can be achieved in the γ-selective substitution reaction of allylic substrates (R'CH=CH-CH2Y) with n-BuMgI catalyzed by the chiral arenethiolatocopper(I) complex 1b.It was found that the enantiomeric excess of the γ-substituted product (R'CH(n-Bu)CH=CH2) is influenced by the coordinating ability of the leaving group Y, and e.e.'s of up to 42percent (R'=Cy, Y=OAc) have been obtained.